Anthracene dye and process of making same.



UNITED STATES PATENT OFFICE.

MAX HENRY ISLER, OF MANNIIEIM, GERMANY, ASSIGNOR TO BADISCHE ANILIN 6:SODA FABRIK, OF LUDWIGSHAFEN-ON-THE-RHINE, GERMANY, A CORPORATION.

ANTHRACENE DYE AND PROCESS OF MAKING SAME.

To all whom it may concern:

Be it known that I, Max HENRY ISLER,

chemist, a citizen of the Swiss Republic, rc-

siding at Mannheim, Germany, have invented new and useful Improvementsin Anthracene Coloring-Matters and Processes of Making Same, of whichthe following is a specilication.

In the specification of Patent No. 739,145 it is stated that2-aminoanthraquinone upon being heated with anhydrous aluminum chloridin the absence of a solvent at temperatures between 250 C. and 280 C.yields a yellow vat colorin matter.

I have discovered that by reacting on l-amiuoauthraquinone with aluminumchlorid in the presence of nitrobenzene a reaction takes place dilferentfrom that which takes place in the aforesaid case, and new coloringmatters are obtained which, from an alkaline hydrosulfite vat. dyeunmordantcd cotton reddish brown shades which are of great fastness.Instead of '2-aminoanthraquinone itself, other anthraquinonc compoundscontaining an amino group in position 2, such for instance as2.6-diaminoanthraquinone and 2.7-diaminoanthraquinone, can be employedand similar results be obtained.

he followin example will serve to illustrate further tie nature of thisinvention and how it can be carried into practical offeet, but myinvention is not confined to this example. The parts are by weight. Boiltogctier ten (10) parts of Q-ammoanthraquinone, one hundred (100) partsof nitrohenzene and ten (10) arts of aluminum chlorid until theformation of coloringmatter is complete. The excess of nitrobenzene canbe removed by distillation with steam, or the coloring matter can beprecipitated from the nitrobenzene melt by means of alcohol. It isinsoluble in water, in caustic soda solution and in alcohol, and partlysoluble in nitrobonzene yielding a reddish brown solution. It gives abluish black so lution in concentrated sulfuric acid and a reddish brownvat with hydrosufite and caustic soda solution. It dyes cotton from thisvat red-brown.

The coloring matters obtainable from Specification of Letters Patent.

Application flied August 14, 1908.

Patented Jan. 12, 1909.

Serial No. 448,607.

I 2.6-diaminoanthraquinone and 2.7-diaminoanthraquinone dili'er fromthat produced from Q-aminoanthraquinone by yielding yeli lowish brownvats with hydrosullitc and caustic soda solution, and greenish blacksolutions in concentrated sulfuric acid, while their solutions innitrobeuxene are yellowish brown and greenish black respectively.

Now what I claim is:

1. The process of producing coloring inattcr of the antliracenc seriesby heating a EZ-aminoauthraquinone compound with aluminum chlorid in thepresence of nitrobenzone.

2. The process of producing coloring matter of the anthracene series blicatin Z-aminoanthraquinone with alnmlnum chlorid in the presence ofnitrobenzcne.

3. As new articles of manufacture the coloring matters which can beobtained by heatlng a 2-amiuoanthraquinone compound with aluminumchlorid in the presence of uitrobcuzene which coloring matters areinsoluble in water, in caustic soda solution and in alcohol. soluble insulfuric acid yielding from bluish black to green-black solutions,partly soluble in nitrobenzene ielding from yellowish brown to greenishb ack solutions, and which with hydrosulfite and caustic soda solutionyield from reddish brown to yellowish brown vats which dye cottonreddish brown shades.

4. As a new article of manufacture the coloring matter which can beobtained by li eatin 2-aminoanthraquinone with aluminmn clilorid in thepresence of nitrobenzene which coloring matter is insoluble in water, incaustic soda solution and in alcohol, soluble in sulfuric acid yieldinga bluish black solution, partly solub e in nitrobenzcnc yieldin areddish brown solution, and which with hydrosulfite and caustic sodasolution yields a reddish brown vat which dyes cotton reddish brownshades.

In testimony whereof I have hereunto set my hand in the presence of twosubscribing witnesses.

MAX HENRY ISLER.

Witnesses:

J. ALEO. LLOYD, Joe. H. Lnu'rm.

